Autohydrolysis of Diglycine‐Activated Succinic Esters Boosts Cellular Uptake
Abstract: Rapid cellular uptake of synthetic molecules remains a challenge, and the motif frequently employed to generate prodrugs, succinic ester, unfortunately lowers the efficacy of the desired drugs due to their slow ester hydrolysis and low cell entry. Here we show that succinic ester‐containing diglycine drastically boosts the cellular uptake of supramolecular assemblies or prodrugs. Specifically, autohydrolysis of the diglycine‐activated succinic esters turns the nanofibers of the conjugates of succinic ester and self‐assembling motif into nanoparticles for fast cellular uptake. The autohydrolysis of diglycine‐activated succinic esters and drug conjugates also restores the efficacy of the drugs. 2D nuclear magnetic resonance (NMR) suggests that a “U‐turn” of diglycine favors intramolecular hydrolysis of diglycine‐activated succinic esters to promote autohydrolysis. As an example of rapid autohydrolysis of diglycine‐activated succinic esters for instant cellular uptake, this work illustrates a nonenzymatic bond cleavage approach to develop effective therapeutics for intracellular targeting.
- Location
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Deutsche Nationalbibliothek Frankfurt am Main
- Extent
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Online-Ressource
- Language
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Englisch
- Bibliographic citation
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Autohydrolysis of Diglycine‐Activated Succinic Esters Boosts Cellular Uptake ; day:31 ; month:07 ; year:2023 ; extent:6
Angewandte Chemie / International edition. International edition ; (31.07.2023) (gesamt 6)
- Creator
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Guo, Jiaqi
Tan, Weiyi
He, Hongjian
Xu, Bing
- DOI
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10.1002/anie.202308022
- URN
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urn:nbn:de:101:1-2023073115155901749866
- Rights
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Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
- Last update
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14.08.2025, 10:49 AM CEST
Data provider
Deutsche Nationalbibliothek. If you have any questions about the object, please contact the data provider.
Associated
- Guo, Jiaqi
- Tan, Weiyi
- He, Hongjian
- Xu, Bing
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